AKA, your new favorite shoes.
Saddle up, cowgirl, because cowboy boots are back and better than ever. In the past, I’d worn mine exclusively to country concerts and outdoor tailgates, but Gen Z has me convinced that they’re the shoe of the season, so catch me pairing them with absolutely everything. In particular, I’m gathering up the best dresses to wear with cowboy boots, from itty-bitty minis to flowy farm-chic maxis. One thing’s for sure—if you want to try the look, you’ve got options.
The art of styling cowboy boots isn’t as tricky as it seems, so long as you’re thinking about the silhouette. While I love a good bodycon moment on the reg, a little frill and flare can be a fun contrast for heavy boots, so think about floatier A-line shapes that don’t necessarily cinch at the waist.
You might think you need to rock a mini with such tall boots, but I’m here to argue that midis and maxis look just as good. In fact, they allow for the element of surprise—a cheeky cowboy boot looks so cute peeking out from a voluminous skirt. Still, I get that planning outfits around your statement boots can be tricky, so I’ve taken the liberty of making a shortlist of the bets dresses to wear with cowboy boots below, from brands like Selkie, Reformation, ASTR the Label and more.Our mission at STYLECASTER is to bring style to the people, and we only feature products we think you’ll love as much as we do. Target and Francesca’s are STYLECASTER sponsors, however, all products in this article were independently selected by our editors.
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